Montefiore is a typical medieval village: a walled settlement with a solid fortress, a noble family of great leaders, stories of knights, ladies, hunts, the power of the papacy, and the shadows of war in the background.
The village is first mentioned under the name of Castrum Montis Floris in a document from the 12th century. In the 14th and 15th centuries, the village reached the peak of its importance under the powerful Malatesta dynasty, the Papal Vicars in this part of Romagna and the Marche.
A defining year in Montefiore’s history was 1322, when the Malatesta took complete control of the village, and Montefiore became the family’s exclusive private property. They embellished and fortified the castle, using it as their summer residence and a place to entertain important visitors like popes and emperors. Montefiore flourished, and mansions, churches and monasteries sprang up. Then, when Sigismondo Pandolfo Malatesta fell from grace in 1462, it all returned to papal control before becoming part of the Kingdom of Italy.